It took a lot of coaxing to get a recently widowed architect to go on a blind date at a quirky Irish-Italian eatery. But once there, he's smitten instantly ... not with his date, but with the sharp-witted waitress.

Ben is a 23-year-old slacker who meets up and coming career girl Alison at a bar. They end up having a one night stand. Eight weeks later, Ben is shocked when Alison meets him and reveals that she is pregnant. Despite having little in common, the two decide that they have to at least try to make some kind of relationship work for the baby's sake.

Dan Burns is a local newspaper advice columnist. He has three daughters and is a widower. He brings the family to his parent's house for a family gathering. When Dan goes to a local bookstore, he meets Marie. When he gets home, he finds out that Marie is actually dating his brother Mitch. Dan's mother Nana announces that she met an old acquaintance of Dan's, Ruthie Draper and that she has set up a date between Dan and Ruthie. Dan refuses to go. Mitch...